Short Term Lease Luxury Apartments for Rent in Chicago, IL (358 Rentals) Page 4 of 8

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Short Term Rental Options.

Higher End Luxurious Apartments in Chicago.

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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The Rise of Digital Nomads: Remote Work Tips for Apartment Renters

As a digital nomad you work from your own apartment or home or enjoy the spectacular views of amazing locations throughout the nation and globally as you travel, all while maintaining a connection to your team digitally. Learn How this Trend is on the Rise.

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property at 1139 S Western Ave

$3,947

Total Monthly Price

Total Monthly Price

Base Rent
$3,947
Total Monthly Price
$3,947

1 Bedroom, 1 Bath Home for Rent

Available Sep 30

1139 S Western Ave

ChicagoIL60612
property at 3437 N Lakewood Ave

$3,956

Total Monthly Price

Total Monthly Price

Base Rent
$3,956
Total Monthly Price
$3,956

2 Bedroom, 1 Bath Home for Rent

Available Oct 5

3437 N Lakewood Ave

ChicagoIL60657
Showing Results 151-200, Page 4 of 8

Chicago, IL Area Reviews

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Nicole • 4+ years in Chicago

April 10, 2026

Big city challenges with traffic but also provides the amenities of the city you can't find elsewhere

Frequently Asked Questions about Short-term Chicago Apartments

What is the Cheapest Short-term apartment in Chicago?

Currently the most affordable Short-term Apartment in Chicago is at 5445 Ingleside By 3L Living listed at $712.

How much is the average rent for a Short-term Chicago Apartment?

The average rent for a Short-term Apartment in Chicago is $3,811.

What is the largest Short-term Chicago Apartment for rent?

Today's Short-term apartment with the most square footage in Chicago is a 4,499 square feet unit starting from $15,871 at 2630 S Throop St.

What is the average size for Chicago Short-term Apartments for rent?

The average size for a Short-term rental in Chicago is currently at 777 sq ft.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Helpful Local Expert Guides

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The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

Written by: Nicole Harms

When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

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Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

Written by: Nicole Harms

I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

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Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

Written by: Nicole Harms

Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

Written by: Nicole Harms

From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.

Articles, How-To's, and Tips

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.